Synthesis of a versatile tetrasaccharide of sialyl Le(X) and Le(X) antigens

被引:16
作者
Chowdhury, US
机构
关键词
D O I
10.1016/0040-4020(96)00759-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Benzyl 4-O-[2,4,6-tri-O-benzyl-3-O-(4-methoxybenzyl)-beta-D-galactopyranosyl]-2,3,6-tri-O-benzyl-beta-D-glucopyranoside (4) was synthesised from benzyl lactoside (2) via regioselective protection of 3'-OH with 4-methoxybenzyl group. Oxidative deprotection of 4 afforded the valuable acceptor 5, The trisaccharide 7 was obtained through coupling of 5 and phenyl 2-deoxy-3,4,6-tri-O-acetyl-2-phthalimido-1-thio-beta-D-glucopyranoside (6). The desired tetrasaccharide 1 was built up through fucosylation of the benzylidene derivative 11 obtained from 7. Copyright (C) 1996 Published by Elsevier Science Ltd
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页码:12775 / 12782
页数:8
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